Synthesis of 1‐Vinyl/Arylbenzotriazole 3‐Oxides through a Copper‐Mediated C–N Bond Coupling Reaction

An efficient synthesis of 1‐vinyl/arylbenzotriazole 3‐oxides via the copper‐promoted coupling of N‐hydroxybenzotriazoles with alkenyl‐ or arylboronic acids is reported. This strategy features mild reaction conditions, good functional group tolerance, broad substrate scope and rapid introduction of benzotriazole N‐oxide moieties into molecules. Density functional theory calculations revealed that the formation of the favored N‐coupling product depends on the kinetically more favorable C–N bond formation pathway. magnified image